Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476637Generated: October 30, 2026

Benzenesulfonyl chloride → HCID 19838065, compound

https://huagongshe.com/reaction/476637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
Reactant5-Ethoxy-1,5-dihydro-2H-pyrrol-2-oneHCID 13328432—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 19838065HCID 1983806536.5%

Reaction Conditions

Temperature-35 °C

Reaction Steps

7.37 cm3 of a 1.6M solution of n-butyllithium in n-hexane is added to a solution of 1.5 g of 1,5-dihydro-5-ethoxy-2H-pyrrol-2-one in 40 cm3 of tetrahydrofuran cooled to -35° C., operating at -35°/-30° C. The mixture is agitated for 20 minutes, then cooled to -40° C., and while maintaining the temperature between -38° C. and -40° C., a solution is added of 2.08 g of benzene sulphonyl chloride in 10 cm3 of tetrahydrofuran. The temperature is allowed to return to the ambient, the solvent is evaporated under reduced pressure, and the residue is chromatographed on silica (eluent: ethyl acetate-n-hexane, 1--1). 1.15 g of the expected product is obtained. m.p. 117°-119° C., crystallized from ethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04885307
Source datasetuspto-grants-1989_12
ORD IDord-f5aad58be9c24afe8e9fc2cca345f486
Source noteuspto-grants-1989_12